5153-39-9

Usage

Physical state

Colorless liquid

Odor

Strong

Solubility

Water-insoluble

Industrial applications

Used as a solvent

Production

Used in the production of dyes, perfumes, and pharmaceuticals

Synthesis

Used as an intermediate in the synthesis of other organic compounds

Flammability

Flammable

Toxicity

Toxic

Safety precautions

Proper handling and storage procedures are necessary

InChI:InChI=1/C11H15Cl/c1-6-7(2)9(4)11(12)10(5)8(6)3/h1-5H3

Upstream product

• 700-12-9 pentamethylbenzene, 
• 26138-78-3 6-chloro-1,2,3,5-tetramethylbenzene 
• 26138-77-2 1-chloro-2,3,4,5-tetramethyl-benzene 
• 2762-20-1 1-chloro-2,3,5,6-tetramethylbenzene 
• 932-72-9 (Dichloroiodo)benzene 
• 64-19-7 acetic acid 
• 67-66-3 chloroform 
• 4045-44-7 1,2,3,4,5-pentamethylcyclopentadiene 
• 51905-34-1 pentamethylcyclopentadienyllithium 
• 2040-01-9 2',3',4',5',6'-pentamethylacetophenone 
• 7782-50-5 chlorine 
• 7664-93-9 sulfuric acid 
• 87-85-4 Hexamethylbenzene 
• 95-93-2 1,2,4,5-tetramethylbenzene 

Downstream Products

• 111351-51-0 chloropentakis(dichloromethyl)benzene 
• 951888-76-9 ethyl (pentamethylphenyl)-2-oxoacetate 
• 72516-63-3 4-Chloro-2,3,5,6,6-pentamethyl-cyclohexa-2,4-dienone 

Relevant academic research and scientific papers

Regular Two-Dimensional Arrays of Surface-Mounted Molecular Switches: Switching Monitored by UV-vis and NMR Spectroscopy

Using solid-state 15N NMR spectroscopy, the cis/trans isomerization in a two-dimensional (2-D) array of surface-mounted azobenzene-based switches was detected for the first time. In order to achieve this, a new class of rod-shaped molecular switches, suit

Isolation, X-ray structures, and electronic spectra of reactive intermediates in Friedel-Crafts acylations

Reactive intermediates in the Friedel-Crafts acylation of aromatic donors are scrutinized upon their successful isolation and X-ray crystallography at very low temperatures. Detailed analyses of the X-ray parameters for the [1:1] complexes of different al

Positional Reactivity of Acylpolymethylbenzenes in Electrophilic Substitution

Friedel-Crafts acylation, bromination, deuteration, and nitration of acetylpentamethylbenzene (APMB), 1-acetyl-2,3,4,6-tetramethylbenzene (ATMB), and 1-benzoyl-2,3,4,6-tetramethylbenzene (BTMB) and the resulting product distribution were investigated.Friedel-Crafts acylation, bromination, and deuteration of APMB and Friedel-Crafts acylation of ATMB gave deacetylation-substitution products.On the other hand, bromination and deuteration of ATMB (or BTMB) and Friedel-Crafts acylation of BTMB gave 5-substituted products.In both cases, the positional reactivities were in accordance with the relative ?-complex stability.Conversely, except for Friedel-Crafts-type nitration, the positional reactivities in the nitration of these substrates were strikingly different from those of the above three reactions.Thus, side-chain functionalization at the 6-methyl group occurred in nitration with fuming nitric acid, depending on the solvents in use.The NMDO calculations and the reaction of APMB with single-electron transfer reagents such as tetranitromethane-hν or cerium(IV) ammonium nitrate suggest that the product distribution in nitration can be explained in terms of a single-electron transfer mechanism.

Halogenation Using Quaternary Ammonium Polyhalides. XIX. Aromatic Chlorination of Arenes with Benzyltrimethylammonium Tetrachloroiodate

The reaction of arenes with a calculated amount of benzyltrimethylammonium tetrachloroiodate in acetic acid at room temperature or at 70 deg C gave nuclear chloro-substituted arenes in fairly good yields.

Selective Nuclear Halogenation of Polymethylbenzenes with Alumina-Supported Copper(II) Halides

The halogenation of polymethylbenzenes with alumina-supported copper(II) halides under heterogeneous conditions in nonpolar solvents gave nuclear-halogenated compounds selectively in high yields; no side-chain-halogenated compounds were formed.

Static and Dynamic Stereochemistry of Chloropentakis(dichloromethyl)benzene

Chloropentakis(dichloromethyl)benzene (2) was synthesized by photochlorination of chloropentamethylbenzene.The barrier for internal rotation of the side chains was measured by the spin saturation transfer technique and by coalescence approximation.Empiric

On the Reaction of (Pentamethylcyclopentadienyl)lithium with Halomethanes and Formyl Compounds

In view to the synthesis of pentamethylcyclopentadienyl-substituted methane derivatives ("pentamethylcyclopentadienyl-carbon compounds") reactions of (pentamethylcyclopentadienyl)lithium with halomethans, formates, and corbon dioxide were investigated.While treatment with tri- and tetrahalomethanes leads to benzene derivatives via molecular rearrangement, reactions with formates and carbon dioxide yield pentamethylcyclopentadienyl-substituted methane derivatives.Attempts to prepare disubstituted species show the formation of by-products only.